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Ring-size-selective enyne metathesis as a tool for desymmetrization of an enantiopure C-2-symmetric building block

  • The enantiomerically pure C-2-syrnmetrical hexa-1,5-diene-3,4-diol is selectively monopropargylated. The products undergo ring-closing enyne metathesis to give exclusively dihydropyrans as single stereoisomers. An unprotected hydroxy group is identified as the factor controlling the ring-size selectivity.

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Metadaten
Author details:Bernd SchmidtORCiDGND, Lucia Staude
URL:http://pubs.acs.org/journal/joceah
DOI:https://doi.org/10.1021/Jo9018649
ISSN:0022-3263
Publication type:Article
Language:English
Year of first publication:2009
Publication year:2009
Release date:2017/03/25
Source:The journal of organic chemistry. - ISSN 0022-3263. - 74 (2009), 23, S. 9237 - 9240
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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